IP Library Granted Patent US 8,273,468
Granted Patent B2
US 8,273,468 · App. 13/085,574 · Granted Sep 25, 2012

Green luminescent materials

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Quick Facts
Patent No.
US 8,273,468
App. No.
13/085,574
Granted
Sep 25, 2012
Kind
B2
Abstract

There is provided a green luminescent material having Formula I or Formula II R 1 and R 2 can be the same or different and can be hydrogen, alkoxy, tertiary alkyl, or cycloalkyl. R 3 and R 4 are the same or different and can be fluorine, aryl, or alkyl. There is also provided an organic electronic device containing the green luminescent material.

Claims (108)

1. An organic electronic device comprising a first electrical contact, a second electrical contact and a photoactive layer therebetween, the photoactive layer comprising a green luminescent material having Formula II, or a mixture of compounds having Formula I and Formula II

wherein:

R 1 and R 2 are the same or different and are selected from the group consisting of hydrogen, alkoxy, tertiary alkyl, and cycloalkyl,

R 3 and R 4 are the same or different and are selected from the group consisting of fluorine, aryl, and alkyl,

wherein:

R 1 and R 2 are the same or different and are selected from the group consisting of alkoxy, tertiary alkyl, and cycloalkyl,

R 3 and R 4 are the same or different and are selected from the group consisting of fluorine, aryl, and alkyl.

2. The device of claim 1 , wherein, in Formula I, at least one of R 1 and R 2 is not hydrogen.

3. The device of claim 1 , wherein at least one of R 1 and R 2 is an alkoxy group selected from the group consisting of methoxy and ethoxy.

4. The device of claim 1 , wherein at least one of R 1 and R 2 is a tertiary alkyl group selected from the group consisting of t-butyl and neopentyl.

5. The device of claim 1 , wherein at least one of R 1 and R 2 is a cycloalkyl selected from the group consisting of cyclohexyl, 1-methylcyclohexyl, and 1-adamantyl.

6. The device of claim 1 , wherein the luminescent material of Formula I and II are selected from the group consisting of compounds G1 through G12, for the respective Formula:

Com-

pound

Formula

R 1

R 2

R 3

R 4

G1

I

H

H

i-propyl

t-butyl

G2

I

t-butyl

H

i-propyl

t-butyl

G3

I

t-butyl

t-butyl

i-propyl

t-butyl

G4

I

1-

1-

i-propyl

t-butyl

methylcyclohexyl

methyl-

cyclohexyl

G5

II

1-

1-

i-propyl

t-butyl

methylcyclohexyl

methyl-

cyclohexyl

G6

I

methoxy

methoxy

i-propyl

t-butyl

G7

I

1-adamantyl

1-adamantyl

i-propyl

t-butyl

G8

II

1-adamantyl

1-adamantyl

i-propyl

t-butyl

G9

I

t-butyl

t-butyl

F

F

G10

I

1-adamantyl

1-adamantyl

phenyl

phenyl

G11

I

1-adamantyl

1-adamantyl

t-butyl

3-biphenyl

G12

I

1-adamantyl

1-adamantyl

t-butyl

phenyl.

7. The device of claim 1 , wherein the photoactive layer further comprises a host material.

8. The device of claim 7 wherein the host material comprises at least one diarylanthracene.

9. The device of claim 8 wherein the diarylanthracene has the formula:

where:

A 1 and A 2 are the same or different at each occurrence and are selected from the group consisting of H, an aromatic group, and an alkenyl group, or A may represent one or more fused aromatic rings;

p and q are the same or different and are an integer from 1-3.

10. The device of claim 9 wherein at least one of A 1 and A 2 comprises a naphthyl group.

11. The device of claim 10 wherein the host is selected from the group consisting of

and combinations thereof.

12. The device of claim 1 , wherein R 1 and R 2 are the same.

13. The device of claim 1 , wherein the compounds having Formula I and Formula II are isomers.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 22, 2019
From: E. I. DU PONT DE NEMOURS AND COMPANY
To: LG CHEM, LTD.
Reel/Frame 050150/0482 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 27, 2019
From: HERRON, NORMAN; GUIDRY, MARK A.; ROSTOVTSEV, VSEVOLOD; MERLO, JEFFREY A.; DOGRA, KALINDI; NORTH, VICTORIA J.
To: E. I. DU PONT DE NEMOURS AND COMPANY
Reel/Frame 048456/0072 →